Hydrochloric Acid → HCID 131721169, compound

HRID 1418304Notes

Reaction equation

HRID 1418304 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([O:9]C(OC)=O)=[CH:4][C:3]=1[N:14]1[C:22](=[O:23])[C:17]2=[CH:18][CH2:19][CH2:20][CH2:21][N:16]2[C:15]1=[O:24].C(=O)([O-])[O-].[K+].[K+].Cl>CO>[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:14]1[C:22](=[O:23])[C:17]2=[CH:18][CH2:19][CH2:20][CH2:21][N:16]2[C:15]1=[O:24]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 131721170HCID 131721170, compound

Product 1

HCID 131721169HCID 131721169, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A methanol (45 mL) solution of 2-(2-chloro-4-methyl-5-methoxycarbonyloxyphenyl)-5,6-dihydroimidazo [1,5-a] pyridine-1,3[2H, 7H]-dione (2.22 g, 6.08 mmol) and potassium carbonate (0.84 g, 6.08 mmol) was stirred at 50°-60° C. for 7 hours. 1N Hydrochloric acid (60 mL) was added to the resulting mixture, and the organic layer was separated and the aqueous layer was extracted with ethyl acetate (30 mL×2 times). The organic layer combined was washed with a saturated sodium chloride solution (100 mL) and dried over anhydrous magnesium sulfate. After removal of magnesium sulfate by filtration, the filtrate was evaporated to give a white solid of 2-(2-chloro-4-methyl-5-hydroxyphenyl)-5,6-dihydroimidazo [1,5-a] pyridine-1,3[2H, 7H]-dione (1.74 g, yield:93.0%).

Workup

  1. customthe organic layer was separated
  2. extractionthe aqueous layer was extracted with ethyl acetate (30 mL×2 times)
  3. washThe organic layer combined was washed with a saturated sodium chloride solution (100 mL)
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customAfter removal of magnesium sulfate
  6. filtrationby filtration
  7. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-36dc69763df640cb87b9e2ebafe00ad0
Source dataset
uspto-grants-1999_03
Patent number
US05883049

Reaction notes

Loading…